organic compounds

Abstract: The title compounds, C14H9NOS, (1), and C14H9NO2S, (2), are oxidation products of the parent compound 10-ethynyl-10H-pheno­thia­zine. They differ with respect to transannular inter­actions, the intra­molecular SN contact being shorter in (2). Inter­molecular Csp-HO hydrogen bonds were detected in both crystals, and (1) was found to form stronger hydrogen bonds. These results are in agreement with the lower acidity of Csp-H in (2), caused by an increase in -electron density due to the transannular SN inter­action.

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